1-(tristrimethylsilyl-methyl)-1H-benzotriazole | 251103-55-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-(tristrimethylsilyl-methyl)-1H-benzotriazole
• 英文别名: [Benzotriazol-1-yl-bis(trimethylsilyl)methyl]-trimethylsilane
• CAS: 251103-55-6
• 化学式: C₁₆H₃₁N₃Si₃
• 分子量: 349.699
• InChiKey: XTZMPVDZEKBLQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.76
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 1-(tristrimethylsilyl-methyl)-1H-benzotriazole 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以84%的产率得到1-(tristrimethylsilyl-methyl)-4-trimethylsilyl-1H-benzotriazole
  参考文献：
  名称：

  A general synthesis of 1-(1-alkenyl)benzotriazoles

  摘要：

  1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the alpha-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00690-0
• 作为产物：
  描述：

  1-[(三甲基甲硅烷基)甲基]苯并三唑 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 1-(tristrimethylsilyl-methyl)-1H-benzotriazole
  参考文献：
  名称：

  A general synthesis of 1-(1-alkenyl)benzotriazoles

  摘要：

  1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the alpha-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00690-0

文献信息

• A general synthesis of 1-(1-alkenyl)benzotriazoles
  作者：David P.M Pleynet、Jonathan K Dutton、A Peter Johnson

  DOI：10.1016/s0040-4020(99)00690-0

  日期：1999.10

  1-Methyl, 1-(alkoxymethyl) and 1-(trimethylsilylmethyl)benzotriazoles are metallated at the alpha-carbon. Trapping of the resulting metallated species with chlorotrimethylsilane gives compounds which undergo Peterson olefination even with hindered ketones. In some cases, metallation at the 4-position of the benzotriazole is observed. An exhaustive metallation/silylation sequence gives 4-trimethylsilyl substituted 1-benzotriazoles in good yields. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.